(.NET Core C#) Send Email with Hotmail (live.com) -- smtp-mail.outlook.com

Demonstrates the SMTP settings required for sending email through Hotmail (A live.com email address). The Hotmail SMTP server is smtp-mail.outlook.com and receives connections on the SMTP port 587. It expects STARTTLS to establish an explicit TLS connection.

Note: When I first tested this code, I received the following error:

550 5.3.4 554-554 5.2.0 STOREDRV.Deliver; delivery result banner

Mozilla Thunderbird also encountered the same error. I then started a browser, visited outlook.live.com, and logged in to my account. I probably hadn't done that for a very long time. I then retried running this example, and everything worked.

Also, it seems that the SMTP server hostname can be either "smtp-mail.outlook.com" or "smtp.live.com". Both worked.

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// This example requires the Chilkat API to have been previously unlocked.
// See Global Unlock Sample for sample code.

// The mailman object is used for sending (SMTP) and receiving (POP3) email.
Chilkat.MailMan mailman = new Chilkat.MailMan();

// Set the SMTP server.
// Apparently, both "smtp-mail.outlook.com" and "smtp.live.com" are valid.
mailman.SmtpHost = "smtp.live.com";
mailman.SmtpPort = 587;

// Set the SMTP login/password (if required)
mailman.SmtpUsername = "myLogin@live.com";
mailman.SmtpPassword = "MY-HOTMAIL-PASSWORD";

// Create a new email object
Chilkat.Email email = new Chilkat.Email();

email.Subject = "This is a test";
email.Body = "This is a test";
email.From = "My Hotmail Account <myLogin@live.com>";
bool success = email.AddTo("Chilkat Admin","admin@chilkatsoft.com");

success = mailman.OpenSmtpConnection();
if (success != true) {
    Debug.WriteLine(mailman.LastErrorText);
    Debug.WriteLine("ConnectFailReason = " + Convert.ToString(mailman.ConnectFailReason));
    return;
}

success = mailman.SmtpAuthenticate();
if (success != true) {
    Debug.WriteLine(mailman.LastErrorText);
    return;
}

success = mailman.SendEmail(email);
if (success != true) {
    Debug.WriteLine(mailman.LastErrorText);
    return;
}

mailman.CloseSmtpConnection();

Debug.WriteLine("Email Sent.");